title: Synthesis and biological evaluation of 3,7-diazabicyclo[4.3.0]nonan-8-ones as potential nootropic and analgesic drugs.
abstract: A series of cis and trans 3,7-diazabicyclo[4.3.0]nonan-8-ones has been synthesized and tested for their ability to revert scopolamine-induced amnesia in the mouse passive-avoidance test. The racemates of the most potent compounds 4 and 7 were separated and tested, but no enantioselectivity was found for the nootropic activity. Compounds 4 and 7 and their enantiomers displayed interesting antihyperalgesic activity in two models of neuropathic pain (streptozotocin-induced and oxalilplatin-induced neuropathy) in comparison with pregabalin.
authors.affiliation: Department of Pharmaceutical Sciences, University of Florence, Via Ugo Schiff 6, 50019 Sesto Fiorentino, Italy.
authors.forename: Elisabetta
authors.initials: E
authors.lastname: Martini
authors.forename: Lorenzo
authors.initials: L
authors.lastname: Di Cesare Mannelli
authors.forename: Gianluca
authors.initials: G
authors.lastname: Bartolucci
authors.forename: Carlo
authors.initials: C
authors.lastname: Bertucci
authors.forename: Silvia
authors.initials: S
authors.lastname: Dei
authors.forename: Carla
authors.initials: C
authors.lastname: Ghelardini
authors.forename: Luca
authors.initials: L
authors.lastname: Guandalini
authors.forename: Dina
authors.initials: D
authors.lastname: Manetti
authors.forename: Serena
authors.initials: S
authors.lastname: Scapecchi
authors.forename: Elisabetta
authors.initials: E
authors.lastname: Teodori
authors.forename: Maria Novella
authors.initials: MN
authors.lastname: Romanelli
mesh_terms: D000647:Amnesia / Q000139:chemically induced / Q000188:drug therapy; D000700:Analgesics / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D000818:Animals; D001522:Behavior, Animal / Q000187:drug effects; D015195:Drug Design; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D051379:Mice; D018697:Nootropic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D012601:Scopolamine / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000700:Analgesics; D007659:Ketones; D018697:Nootropic Agents; D012601:Scopolamine